Rutland County, VT Homes

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  /9

  $149,000

  • Land
  • 1.25 Acres
  • $119,200 per Acre

  07-76 Winding Way, Killington, VT 05751

  1.25-acre home building site. Fully permitted for a 3 Bedroom home. Right across Route 100 to the Green Mountain National Golf Course and Colton Pond Recreational Area. Close to mountain bike trails and only 12 minutes to the Killington World Class resort. Build your mountain paradise HERE!

  Tucker Adirondack Lange Lange & Lange

  07-76 Winding Way, Killington, VT 05751
• 

  

  

  /24

  $195,000

  Sold Dec 03, 2025

  1027 Route 30 N, Castleton, VT 05732

  • 1 Bed
  • 1 Bath
  • 438 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $445/SF
  • 26 Days On Market

  Current Estimated Value $229,394

  Last Listing Agent Susan Bishop Four Seasons Sotheby's Int'l Realty

  1027 Route 30 N, Castleton, VT 05732
• 

  

  

  /33

  Est $295,670

  Not Listed For Sale

  96 Pleasant Heights, West Rutland, VT 05777

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • Built 1979

  96 Pleasant Heights, West Rutland, VT 05777

  Last Sold Summary

  • 63 Days On Market
• 

  

  

  /44

  $349,000

  $16K PRICE DROP Under Contract

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  76 South St, Proctor, VT 05765

  Motivated Sellers! Beautifully maintained and updated, this elegant 4-bedroom Victorian blends timeless character with modern efficiency in one of Vermont’s most charming small towns. Rich architectural details, gleaming hardwood floors, and a classic bay window create warm, inviting living spaces filled with natural light. The flexible floor plan offers exceptional versatility. The main level

  Susan Bishop Four Seasons Sotheby's Int'l Realty

  76 South St, Proctor, VT 05765
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  /37

  $440,000

  Sold Dec 19, 2025

  106 Fox Hollow Village Unit C-1, Mendon, VT 05701

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $314/SF
  • 57 Days On Market

  Last Listing Agent Kyle Kershner Killington Pico Realty

  106 Fox Hollow Village Unit C-1, Mendon, VT 05701
• 

  

  /40

  Est $263,384

  Not Listed For Sale

  78 Highland Ave, West Rutland, VT 05777

  • 4 Beds
  • 1 Bath
  • 1,544 Sq Ft
  • Built 1900

  78 Highland Ave, West Rutland, VT 05777

  Last Sold Summary

  • 53 Days On Market
• 

  

  /28

  $259,500

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  268 Furnace Rd, Pittsford, VT 05763

  Classic Vermont charm meets everyday comfort in this inviting Pittsford Village home, where original character, thoughtful updates, and a spacious backyard come together at an exceptional value. A welcoming covered front porch offers the perfect place to enjoy your morning coffee or unwind after a busy day. Step inside to discover original hardwood floors that add warmth and timeless appeal

  Mark Triller Real Broker LLC

  268 Furnace Rd, Pittsford, VT 05763
• 

  

  /4

  $85,000

  Sold Sep 16, 2025

  0 Vt Route 30 Unit 5029355, Wells, VT 05774

  • Land
  • 6,534 Sq Ft
  • $566,667 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 165 Days On Market

  Last Listing Agent Nancy Liberatore Lakes & Homes Real Estate

  0 Vt Route 30 Unit 5029355, Wells, VT 05774
• 

  

  /36

  Est $251,176

  Not Listed For Sale

  1025 Main St, West Rutland, VT 05777

  • 6 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1900

  1025 Main St, West Rutland, VT 05777

  Last Sold Summary

  • 31 Days On Market
• 

  

  /51

  $335,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  574 Hitzel Terrace, Rutland, VT 05701

  Tucked back from the road, near the dead end of a quiet residential street, on nearly Two private, wooded acres in Rutland Town. This classic Cape has been loved by the same family for decades, and it shows in all the right ways. The attached barn style garage greets you first, framed by mature trees and a long, quiet driveway. Once you step inside, the heart of the home reveals itself

  Leo Pond Four Seasons Sotheby's Int'l Realty

  574 Hitzel Terrace, Rutland, VT 05701
• 

  

  /9

  $155,200

  Sold Mar 05, 2026

  19 Norton Ave, Poultney, VT 05764

  • 3 Beds
  • 3 Baths
  • 1,560 Sq Ft
  • Built 1920

  Last Sold Summary

  • 22% Below List Price
  • $99/SF
  • 121 Days On Market

  Current Estimated Value $166,990

  Last Listing Agent Nancy Liberatore Lakes & Homes Real Estate

  19 Norton Ave, Poultney, VT 05764
• 

  

  /40

  Est $227,247

  Not Listed For Sale

  433 Whipple Hollow Rd, West Rutland, VT 05777

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft
  • Built 1920

  433 Whipple Hollow Rd, West Rutland, VT 05777

  Last Sold Summary

  • 4 Days On Market
• 

  

  /42

  $599,000

  Open Sat 9AM - 11AM

  • 3 Beds
  • 2.5 Baths
  • 1,672 Sq Ft

  2086 Walker Mountain Rd, North Clarendon, VT 05759

  Some properties simply have to be experienced in person to be fully appreciated, and this is one of them. This charming 3-bedroom, 2.5-bath Cape sits on 17 breathtaking acres where sweeping views, a spring fed pond, mature fruit trees, blueberry bushes, and beautifully maintained grounds create an exceptional setting.The property also includes two outbuildings, including a classic barn with

  Tina Crean Four Seasons Sotheby's Int'l Realty

  2086 Walker Mountain Rd, North Clarendon, VT 05759
• 

  

  /25

  $207,000

  Sold Nov 21, 2025

  243 Coolidge Ave, Rutland, VT 05701

  • 2 Beds
  • 1 Bath
  • 916 Sq Ft
  • Built 1930

  Last Sold Summary

  • 8% Below List Price
  • $226/SF
  • 124 Days On Market

  Current Estimated Value $204,396

  Last Listing Agent Noel Weeks Welcome Home Real Estate

  243 Coolidge Ave, Rutland, VT 05701
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  /38

  Est $124,715

  Not Listed For Sale

  4067 Whipple Hollow Rd, Florence, VT 05744

  • 3 Beds
  • 1 Bath
  • 1,168 Sq Ft
  • Built 1950

  4067 Whipple Hollow Rd, Florence, VT 05744

  Last Sold Summary

  • 125 Days On Market
• 

  /2

  $175,000

  Under Contract

  • 3,314 Sq Ft

  133 Grove St, Rutland, VT 05701

  Betsy Adamovich Real Broker LLC

  133 Grove St, Rutland, VT 05701
• 

  

  /4

  $760,000

  Sold Apr 08, 2026

  Lot 4 Mountain Side Dr, Killington, VT 05751

  • Land
  • 1.5 Acres
  • $506,667 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 218 Days On Market

  Last Listing Agent Bret Williamson Killington Valley Real Estate

  Lot 4 Mountain Side Dr, Killington, VT 05751
• 

  

  /36

  Est $409,077

  Not Listed For Sale

  647 Main Rd, West Haven, VT 05743

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1989

  647 Main Rd, West Haven, VT 05743

  Last Sold Summary

  • 4 Days On Market
• 

  

  /12

  $320,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  51 Carver St, Brandon, VT 05733

  Nestled on a quiet country road just minutes from downtown Brandon, this 3-bedroom, 1-bath home offers the perfect blend of privacy, convenience, and Vermont charm. Situated on 1.1 acres, the property provides plenty of space for gardening, outdoor recreation, entertaining, or simply enjoying Vermont's beautiful summers. Inside, you'll find 1,488 square feet of comfortable living space with a

  Brooke Woodard Watson Realty & Associates

  51 Carver St, Brandon, VT 05733
• 

  

  /38

  $290,000

  Sold Jul 31, 2025

  1336 West St, Proctor, VT 05765

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $254/SF
  • 46 Days On Market

  Current Estimated Value $288,660

  Last Listing Agent Daniel Adams Adams Vermont Properties

  1336 West St, Proctor, VT 05765
• 

  

  /7

  Est $188,000

  Not Listed For Sale

  211 St Catherine Ct, Wells, VT 05774

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1980

  211 St Catherine Ct, Wells, VT 05774

  Last Sold Summary

  • 44 Days On Market
• 

  /2

  $740,000

  • Land
  • 122 Acres
  • $6,066 per Acre

  00 Vt Route 100 & River Rd Unit 4, Killington, VT 05751

  A RARE combination of unspoiled forest (last cut in the 1960's), long road frontage, accessible terrain, and LOCATION! Multiple potential homesites (two easy-to-develop sites already soil tested) with View potential. Outdoors Lovers will appreciate that the Killington Resort and Town Recreation Area, state parks & accessible ponds, two golf courses, and National Forest are ALL only Minutes away!

  Jeffrey Biasuzzi VT Country Sales & Consulting Services

  00 Vt Route 100 & River Rd Unit 4, Killington, VT 05751
• 

  

  /51

  $88,000

  Sold Jul 10, 2026

  137 E Mountain Rd Unit 2G4, Killington, VT 05751

  • 1 Bed
  • 1 Bath
  • 707 Sq Ft
  • Built 1982

  Last Sold Summary

  • 27% Below List Price
  • $124/SF
  • 214 Days On Market

  Last Listing Agent Shannon Handrahan

  137 E Mountain Rd Unit 2G4, Killington, VT 05751
• 

  

  /40

  Est $441,118

  Not Listed For Sale

  1735 Vt Route 103, Cuttingsville, VT 05738

  • 4 Beds
  • 2 Baths
  • 2,768 Sq Ft
  • Built 1941

  1735 Vt Route 103, Cuttingsville, VT 05738

  Last Sold Summary

  • 90 Days On Market
• 

  

  /10

  $299,000

  • 2,570 Sq Ft

  3880 U S 7, Pittsford, VT 05763

  Discover the potential that savvy investors dream about with this remarkable multi-family property. This four-bedroom, three-and-a-half-bathroom gem offers a rare chance to build substantial passive income while enjoying the charm of rural New England living. What makes this property truly shine is its impressive rental income potential. Current rents are positioned below market rates, presenting

  Brian Hill Remax Summit

  3880 U S 7, Pittsford, VT 05763
• 

  

  /13

  $240,000

  Sold Sep 19, 2025

  768 E Mountain Rd Unit B-7, Killington, VT 05751

  • 1 Bed
  • 1 Bath
  • 556 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Below List Price
  • $432/SF
  • 26 Days On Market

  Current Estimated Value $249,555

  Last Listing Agent Will Spanos KW Vermont-Killington

  768 E Mountain Rd Unit B-7, Killington, VT 05751
• 

  

  /27

  Est $524,527

  Not Listed For Sale

  126 White Rocks Picnic Rd, Wallingford, VT 05773

  • 3 Beds
  • 2.5 Baths
  • 1,296 Sq Ft
  • Built 2003

  126 White Rocks Picnic Rd, Wallingford, VT 05773

  Last Sold Summary

  • 5 Days On Market
• 

  

  /26

  $325,000

  • 3,369 Sq Ft

  107 Grove St, Rutland, VT 05701

  A rare opportunity to enjoy the feel of single-family living while benefiting from the income potential of a true side-by-side duplex! This charming 1920s property features two mirror-image units, each offering spacious two-story living with large living rooms, formal dining rooms, 2-baths, and three bedrooms. Rich period details, including beautiful natural woodwork, hardwood floors, and classic

  Leo Pond Four Seasons Sotheby's Int'l Realty

  107 Grove St, Rutland, VT 05701
• 

  

  /18

  $120,000

  Sold Mar 06, 2026

  29 Hopkins St, Rutland, VT 05701

  • 6 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1910

  Last Sold Summary

  • 27% Below List Price
  • $60/SF
  • 147 Days On Market

  Current Estimated Value $291,765

  Last Listing Agent Joshua Lemieux Remax Summit

  29 Hopkins St, Rutland, VT 05701
• 

  

  /30

  Est $347,026

  Not Listed For Sale

  30 High St, Wallingford, VT 05773

  • 4 Beds
  • 2 Baths
  • 2,452 Sq Ft
  • Built 1900

  30 High St, Wallingford, VT 05773

  Last Sold Summary

  • 101 Days On Market
• 

  

  /16

  $75,000

  • 2,682 Sq Ft

  11 Allen Ave, Fair Haven, VT 05743

  This Fair Haven property, located on a low-traffic side street, presents a major equity-building opportunity for a contractor or experienced investor. The house sits on a 0.24-acre lot with a detached garage and is ready for a complete interior rebuild. It is currently partially gutted, allowing you to bypass the first phase of demolition and get right to layout design and reconstruction. The

  Heather Morse Coldwell Banker Hickok and Boardman

  11 Allen Ave, Fair Haven, VT 05743
• 

  

  /60

  $444,000

  Sold May 13, 2026

  149 N Main St, Danby, VT 05739

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Above List Price
  • $206/SF
  • 5 Days On Market

  Current Estimated Value $445,456

  Last Listing Agent Erin McCormick KW Vermont

  149 N Main St, Danby, VT 05739
• 

  

  /40

  Est $1,025,382

  Not Listed For Sale

  155 Fieldstone Way, East Wallingford, VT 05742

  • 4 Beds
  • 2.5 Baths
  • 3,472 Sq Ft
  • Built 1988

  155 Fieldstone Way, East Wallingford, VT 05742

  Last Sold Summary

  • 164 Days On Market
• 

  

  /60

  $799,000

  $40K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,975 Sq Ft

  89 Sherri Ln, North Clarendon, VT 05759

  Sweeping Mountain Views provides a stunning backdrop for this spacious 6,000+ square foot home, offering 4 bedrooms, 4.5 baths, a flexible floor plan, and a private one-bedroom in-law apartment on 3.7 picturesque acres.Designed for both everyday living and entertainment, the main level features soaring cathedral ceilings, expansive windows, and an open-concept layout that fills the home with

  Mark Triller Real Broker LLC

  89 Sherri Ln, North Clarendon, VT 05759
• 

  

  /15

  $165,000

  Sold Feb 13, 2026

  137 E Mountain Rd Unit 2D3, Killington, VT 05751

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1982

  Last Sold Summary

  • 15% Below List Price
  • $183/SF
  • 119 Days On Market

  Last Listing Agent Laura Derderian Killington Valley Real Estate

  137 E Mountain Rd Unit 2D3, Killington, VT 05751
• 

  

  /33

  Est $443,620

  Not Listed For Sale

  272 Pembroke Rd, Wallingford, VT 05773

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1988

  272 Pembroke Rd, Wallingford, VT 05773

  Last Sold Summary

  • 4 Days On Market
• 

  

  /54

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft

  209 Kelley Hill Rd, Danby, VT 05739

  This 1989 elegant center hall colonial reproduction sits proudly along beautiful Kelley Hill Road with gorgeous sunset views over Pawlet’s Three Sisters- Haystack, Middle & Bald Mountains (AKA “Sleeping Lady”). Set on almost 12A of beautiful flat meadowland (ideal for equestrian/agricultural use,or possible additional building site) offering total privacy with 80A of protected lands across the

  Scott McChesney McChesney RE, Inc.

  209 Kelley Hill Rd, Danby, VT 05739
• 

  

  /44

  $145,000

  Sold May 27, 2026

  135 E Mountain Rd Unit 1F3, Killington, VT 05751

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $173/SF
  • 177 Days On Market

  Last Listing Agent Shannon Handrahan

  135 E Mountain Rd Unit 1F3, Killington, VT 05751
• 

  

  /40

  Est $393,199

  Not Listed For Sale

  50 Wickham Ln, Wallingford, VT 05773

  • 4 Beds
  • 3 Baths
  • 1,164 Sq Ft
  • Built 1976

  50 Wickham Ln, Wallingford, VT 05773

  Last Sold Summary

  • 32 Days On Market
• 

  

  /40

  $1,050,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 3,004 Sq Ft

  3780 Danby Pawlet Rd, Pawlet, VT 05761

  Quintessential Vermont Get Away: 62.8 Acres of exceptionally balanced pasture, hardwoods and Flower Brook! Circa.2001, 3000 SF beautifully executed Post and Beam residence is perched in an upper meadow featuring STUNNING THREE SISTERS VIEWS! Thoughtfully designed, the Great Room encompasses the open island kitchen, dining and dramatic two plus story glass wall living room all soaking up the

  Laura Beckwith Josiah Allen Real Estate, Inc.

  3780 Danby Pawlet Rd, Pawlet, VT 05761

Showing Results 281 - 320, Page 8 of 18